Total Synthesis of Principinol B DOI
Qiang Du,

Zhibo Fan,

Ming Yang

и другие.

Angewandte Chemie, Год журнала: 2024, Номер 136(17)

Опубликована: Фев. 23, 2024

Abstract We have accomplished the first and asymmetric total synthesis of principinol B, a grayanoid possessing an oxabicyclo[3.2.1] architecture. A functionalized 5/7/6/5 tetracyclic intermediate was assembled in convergent manner by diastereoselective intermolecular aldol reaction subsequent carbonyl–olefin metathesis two enantiomerically enriched fragments. The architecture containing 6,10‐ether bridge constructed Williamson ether synthesis.

Язык: Английский

Base-Promoted (5 + 2) Annulation between 2-(Alkynylaryl)acetonitriles and Arylalkynes for the Synthesis of Benzocycloheptene Derivatives DOI
Jiatian Li,

Xiangwen Tan,

Huanfeng Jiang

и другие.

Organic Letters, Год журнала: 2024, Номер 26(26), С. 5409 - 5414

Опубликована: Июнь 24, 2024

Herein, we describe a novel approach to the synthesis of benzocycloheptene derivatives via base-promoted (5 + 2) annulation between 2-(alkynylaryl)acetonitriles and arylalkynes. In this chemistry, are employed as new C5 synthon construct various benzocycloheptene(s) by building two C-C bonds in one single step. This method features excellent regioselectivity, use readily available starting materials, good functional group tolerance. The practicality strategy was further demonstrated gram-scale synthesis, late-stage functionalizations, post-modification natural products such probenecid tetrahydrofurfuryl alcohol.

Язык: Английский

Процитировано

1

Photoexcited Palladium-Catalyzed Synthesis of Chiral Allenes from Alkynes via Isomerization and Deracemization Sequence DOI

Changhua Song,

Shouyun Yu

ACS Catalysis, Год журнала: 2024, Номер 14(21), С. 15997 - 16002

Опубликована: Окт. 16, 2024

A photoexcited palladium-catalyzed synthesis of chiral allenes from alkynes via a sequence isomerization and deracemization is disclosed. This method offers an efficient cost-effective approach to produce wide range with good enantioselectivities yields (up 98% yield 99% ee). The use readily available stable as starting materials simplifies experimental procedures broadens the scope allene synthesis. DBU plays crucial dual role in this reaction effectively facilitate enhance under visible light excitation, both which are vital for success process.

Язык: Английский

Процитировано

1

Total Synthesis of Principinol B DOI
Qiang Du,

Zhibo Fan,

Ming Yang

и другие.

Angewandte Chemie, Год журнала: 2024, Номер 136(17)

Опубликована: Фев. 23, 2024

Abstract We have accomplished the first and asymmetric total synthesis of principinol B, a grayanoid possessing an oxabicyclo[3.2.1] architecture. A functionalized 5/7/6/5 tetracyclic intermediate was assembled in convergent manner by diastereoselective intermolecular aldol reaction subsequent carbonyl–olefin metathesis two enantiomerically enriched fragments. The architecture containing 6,10‐ether bridge constructed Williamson ether synthesis.

Язык: Английский

Процитировано

0