Issue 80, 2015
From the journal:

Chemical Communications

TMSBr/InBr3-promoted Prins cyclization/homobromination of dienyl alcohol with aldehyde to construct cis-THP containing an exocyclic E-alkene†

Linjie Li,‡ab   Xianwei Sun,‡ab   Yanyang He,ab   Lu Gaoab  and  Zhenlei Song*ab  

* Corresponding authors

a Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, West China School of Pharmacy, Sichuan University, Chengdu, China
E-mail: zhenleisong@scu.edu.cn

b State Key Laboratory of Biotherapy, West China Hospital, Sichuan University, Chengdu, China

Abstract

A TMSBr/InBr3-promoted Prins cyclization/homobromination reaction of dienyl alcohol with aldehyde has been developed to construct a unique cis-E THP shown as the A ring in (−)-exiguolide and the B ring in bryostatins.

Graphical abstract: TMSBr/InBr3-promoted Prins cyclization/homobromination of dienyl alcohol with aldehyde to construct cis-THP containing an exocyclic E-alkene

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Article information

DOI
https://doi.org/10.1039/C5CC06270E
Article type
Communication
Submitted
27 Jul 2015
Accepted
17 Aug 2015
First published
18 Aug 2015

Chem. Commun., 2015,51, 14925-14928

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TMSBr/InBr3-promoted Prins cyclization/homobromination of dienyl alcohol with aldehyde to construct cis-THP containing an exocyclic E-alkene

L. Li, X. Sun, Y. He, L. Gao and Z. Song, Chem. Commun., 2015, 51, 14925 DOI: 10.1039/C5CC06270E

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