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Synthesis of Allylboronates via Zweifel‐type Deprotonative Olefination
Author(s) -
Xu Nuo,
Xu Jianeng,
Zhu Qing,
Liu Chao
Publication year - 2021
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202001351
Subject(s) - chemistry , bifunctional , electrophile , combinatorial chemistry , stereoselectivity , organic chemistry , catalysis
A method for the synthesis of allylboronates via Zweifel‐type deprotonative olefination was demonstrated. Tetrasubstituted vinylboronates were used as the substrates. NCS ( N ‐chlorosuccinimide) was used as a bifunctional additive, electrophile and base. This method exhibited a different elimination strategy in Zweifel type transformation to afford allylboronates. The homo‐alcohols and alkenes were stereoselective synthesized from the obtained allylboronates, demonstrating the synthetic value of this methodology.