TY - JOUR
T1 - A facile synthesis of chiral ω-allyl- and ω-n-propyllactones via asymmetric allylboration of formyl esters with B- allyldiisopinocampheylborane
AU - Ramachandran, P. Veeraraghavan
AU - Krzeminski, Marek P.
AU - Reddy, M. Venkat Ram
AU - Brown, Herbert C.
PY - 1999/1/15
Y1 - 1999/1/15
N2 - Asymmetric allylboration of aldehydes containing an adjacent ester group with B-allyldiisopinocampheylborane, followed by hydrolysis and cyclization, provides the corresponding allyl substituted lactones in high yields and ≥92% enantiomeric excess. Hydrogenation of these lactones provides the corresponding propyl substituted lactones without any loss of optical purity.
AB - Asymmetric allylboration of aldehydes containing an adjacent ester group with B-allyldiisopinocampheylborane, followed by hydrolysis and cyclization, provides the corresponding allyl substituted lactones in high yields and ≥92% enantiomeric excess. Hydrogenation of these lactones provides the corresponding propyl substituted lactones without any loss of optical purity.
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U2 - 10.1016/S0957-4166(98)00477-7
DO - 10.1016/S0957-4166(98)00477-7
M3 - Article
AN - SCOPUS:0033556593
SN - 0957-4166
VL - 10
SP - 11
EP - 15
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
IS - 1
ER -