z-logo
Premium
Synthesis and Properties of 2,4,6‐Trimethylphenylborane (Mesitylborane), a Stable Alternative to Thexylborane
Author(s) -
Smith Keith,
Pelter Andrew,
Jin Zhao
Publication year - 1994
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199408511
Subject(s) - regioselectivity , reagent , chemistry , stereochemistry , organic chemistry , catalysis
Four advantageous properties characterize mesitylborane MesBH 2 as a reagent: (1) It is readily accessible and quite stable. (2) It can be treated with two different 1‐alkenes in a stepwise fashion (→ MesBR 1 R 2 ). (3) The regioselectivity of each individual step is > 99%. (4) The products MesBR 1 R 2 can be readily transformed via MeOBR 1 R 2 or directly to BR 1 R 2 R 3 . MesBR 2 and BR 1 R 2 R 3 are important precursors for the synthesis of ketones R 1 R 2 CO and tertiary alcohols R 1 R 2 R 3 COH, respectively, by the cyanoborate process.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom