Enantioselective Synthesis of Nonfused Eight-Membered O-Heterocycles by Sequential Catalysis DOI

Suo‐Suo Qi,

Xiaoping Sun,

Yan-Biao Sun

и другие.

Organic Letters, Год журнала: 2024, Номер 27(1), С. 340 - 345

Опубликована: Дек. 30, 2024

This work describes a chiral bifunctional squaramide/DBU sequential catalytic strategy for the enantioselective synthesis of nonfused eight-membered O-heterocycles through asymmetric addition ynones to β,γ-unsaturated α-ketoesters followed by regio- and diastereoselective cyclization adduct intermediates. Mechanistic experiments revealed that an isomerization process should be involved in ring formation step, origin high regioselectivity diastereoselectivity has also been elucidated DFT calculations.

Язык: Английский

Stereoselective Synthesis of Atropisomeric Amides Enabled by Intramolecular Acyl Transfer DOI Creative Commons
Jack M. Wootton,

Natalie J. Roper,

C. Morris

и другие.

Chemical Science, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

A stereoselective strategy to make C–N atropisomeric amides based on intramolecular acyl transfer via a tethered Lewis basic pyridine or tertiary amine group is reported.

Язык: Английский

Процитировано

0

Synthesis and Elaboration of Medium-Sized Ring Building Blocks Prepared via Cascade Ring Expansion Reactions DOI Creative Commons

Haimei Zhou,

Peter O’Brien, William P. Unsworth

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Апрель 1, 2025

A general approach is described for the synthesis and elaboration of medium-sized ring mono- difunctionalized 8- or 9-membered lactone building blocks. The lactones are prepared via cascade expansion reactions elaborated Suzuki-Miyaura cross coupling various N-functionalization reactions. This enables efficient access to diverse, blocks in a synthetically challenging under-represented area pharmaceutical chemical space.

Язык: Английский

Процитировано

0

Catalytic Construction of C(sp3)‐Ge Bonds: Recent Advances and Future Perspectives DOI
Jia‐Lin Tu, Binbin Huang

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(22), С. 4618 - 4633

Опубликована: Окт. 16, 2024

Abstract Germanium (Ge), a congener of carbon, possesses unique properties that hold extensive potential for applications across multiple domains. Recent years have seen significant progress in the development carbon‐germanium bond formation strategies, particularly those more challenging C( sp 3 )−Ge bonds. This review systematically summarizes recent advances forming methodologies, with particular emphasis on (1) versatility transition‐metals, including iron, nickel, copper, rhodium and palladium, as catalysts broadening reaction scope controlling selectivity; (2) powerfulness organic photocatalysis achieving mild selective formation, (3) sustainability catalytic electrosynthesis facilitating chemical oxidant‐/reductant‐ free conversions. Additionally, examples (4) non‐catalytic strategies are also discussed. The representative scopes, well mechanistic proposals, these protocols highlighted. Through an overview current state research, this aims to offer insights into construction bonds, provide perspectives future research directions address challenges.

Язык: Английский

Процитировано

1

Cyclic amine ring expansion DOI
Jack M. Wootton, William P. Unsworth

Nature Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 21, 2024

Язык: Английский

Процитировано

0

Enantioselective Synthesis of Nonfused Eight-Membered O-Heterocycles by Sequential Catalysis DOI

Suo‐Suo Qi,

Xiaoping Sun,

Yan-Biao Sun

и другие.

Organic Letters, Год журнала: 2024, Номер 27(1), С. 340 - 345

Опубликована: Дек. 30, 2024

This work describes a chiral bifunctional squaramide/DBU sequential catalytic strategy for the enantioselective synthesis of nonfused eight-membered O-heterocycles through asymmetric addition ynones to β,γ-unsaturated α-ketoesters followed by regio- and diastereoselective cyclization adduct intermediates. Mechanistic experiments revealed that an isomerization process should be involved in ring formation step, origin high regioselectivity diastereoselectivity has also been elucidated DFT calculations.

Язык: Английский

Процитировано

0