Diastereoselective reduction of cyclopropenylcarbinol: new access to anti-cyclopropylcarbinol derivatives.

[reaction: see text] Cyclopropenylcarbinol derivatives are regio- and diastereoselectively reduced with LiAlH(4) in Et(2)O into trans-cyclopropylcarbinols as a single isomer. The regioselectivity of the hydroalumination reaction on the cyclopropenyl ring has been mapped out by deuterium labeling experiments.