I. Paterson et al., THE TOTAL SYNTHESIS OF SCYTOPHYCIN-C - PART 2 - SYNTHESIS OF SCYTOPHYCIN-C FROM THE PROTECTED SECO ACID, Tetrahedron, 54(39), 1998, pp. 11955-11970
Scytophycin C (1) was synthesised in 8 steps from the fully protected
seco acid 2. Key steps include: (i) a high yielding macrolactonisation
reaction of 15 followed by regioselective isomerisation of the undesi
red, 24-membered macrolide, 18 --> 16; (ii) the chemoselective oxidati
on steps, 16 --> 6 and 7 --> 8; (iii) the P2O5-promoted condensation o
f 8 with HN(Me)CHO to install the N-methyl vinylformamide moiety in 1.
(C) 1998 Elsevier Science Ltd. All rights reserved.