
TY  - JOUR
A1  - Brimble, Margaret A. 
A1  - Fares, Fares A. 
A1  - Turner, Peter 
T1  - Synthesis of an Oxaspirolactone Intermediate for the Synthesis of Spirolides
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 2001
VL  - 53
IS  - 10
SP  - 845
EP  - 851
KW  - Spirolides, oxaspirolactones; spirolactones.
UR  - https://doi.org/10.1071/CH00111 
N2  - A new method has been established for the preparation of C 2-oxidized 5,5-spiroacetals, which are key intermediates for the synthesis of the bis-spiroacetal moiety of the spirolides. A bridged orthoester was used as a masked carboxylic acid in the preparation of these bicyclic oxaspirolactones. The synthesis of chiral lactone (12), a building block for the synthesis of the spirolides, is also reported. The two chiral centres in lactone (12) were assembled by addition of a chiral crotyl borane to an aldehyde. The structure of lactone (12) was determined by single-crystal X-ray diffraction; orthorhombic space group P212121 (No. 19), a 12.437(2), b 23.881(4), c 7.545(1) &#197;, V 2240.9(5) &#197;3, R(F) 0.0460, and Rw(F) 0.0458. 
ER  -

