Enantioselective Synthesis of (Z)-and (E)-2-Methyl-1, 5-anti-Pentenediols via an Allene Hydroboration–Double-Allylboration Reaction Sequence
M Chen, WR Roush
Index: Chen, Jack L.-Y.; Scott, Helen K.; Hesse, Matthew J.; Willis, Christine L.; Aggarwal, Varinder K. Journal of the American Chemical Society, 2013 , vol. 135, # 14 p. 5316 - 5319
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Citation Number: 12
Abstract
Kinetically controlled hydroboration of allenylboronate 5 followed by double allylboration with the resulting allylborane (Z)-7 gave (Z)-2-methyl-1, 5-anti-pentenediols 6 in good yield and high enantioselectivity in the presence of 10% BF3· OEt2 as the catalyst in the second ...
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