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. 2016 Jul 18;55(30):8732-5.
doi: 10.1002/anie.201603270. Epub 2016 Jun 3.

A syn-Selective Aza-Aldol Reaction of Boron Aza-Enolates Generated from N-Sulfonyl-1,2,3-Triazoles and 9-BBN-H

Tomoya Miura  1 , Takayuki Nakamuro  2 , Sho Miyakawa  2 , Masahiro Murakami  3
Affiliations

A syn-Selective Aza-Aldol Reaction of Boron Aza-Enolates Generated from N-Sulfonyl-1,2,3-Triazoles and 9-BBN-H

Tomoya Miura et al. Angew Chem Int Ed Engl. .

Abstract

A syn-selective aza-aldol reaction of boron aza-enolates, generated from N-sulfonyl-1,2,3-triazoles and 9-BBN-H, is reported. It provides a sequential one-pot procedure for the stereoselective construction of 1,3-amino alcohols, having contiguous stereocenters, starting from terminal alkynes.

Keywords: aldol reaction; boron; carbenoids; rhodium; triazoles.

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