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Abstract Starting from iodoalcohol 9 , the monoprotected dialdehyde 5 was synthesized ( Scheme 2 ) and converted to 17 by reaction with oxo‐phosphonate 15 ( Scheme 3 ). The latter was prepared from 13 . Cyclisation of 17 to the target compound 18 failed. Also the attachment of thiol 22 to lactone 19 was unsatisfactory ( Scheme 4 ). Therefore, the building blocks 28 and 29 were synthesized using diene 33 and diester 30 as starting material for 28 and 9 for 29 ( Scheme 5 and 6 ). Hydroxy acid 28 was converted into formyl‐ester 46 ( Scheme 7 ). However, the condensation of its derivatives 48 and 49 with ‘Umpolung’ of the carbonyl reactivity was unsuccessful, probably due to steric hindrance.
Boutellier et al. (Wed,) studied this question.