We have found that the reaction of (+)-10-camphorsulfonylchloride (I) with I2NEt 3 in CH2C12 at 0 ~ affords a,13-unsaturated atdehyde (2) in 50% yield, gemDiiodo-derivative (3) (-16%) and iodoaminals (4) and (5) (-7%) are minor products in this reaction. The structure of aldehyde 2 is confirmed by spectral data and chemical transformations. In particular, oxidative cleavage of the double bond in 2 with an OsO4(cat.)--Na[O4 t system results in the known oxoaldehyde (6). z,3 Studies of the mechanism and synthetic potential of this new reaction are now in progress in our laboratory.

terpenes terpenes U 0200 -187New Bi-and Tricyclic Chiral Blocks for Synthesis of Taxol from Camphor.-The synthesis of chiral bicyclodecanone (VIII), a potentially useful building block for the synthesis of taxoids, by chemoselective 1,2-addition of allylzinc bromide to the aldehyde moiety of camphor derivative (I), SmI 2 promoted cyclization of its acetate derivative (V), and following fragmentation of the tricyclic alcohol (VII) formed is reported. -(GAISINA, I. N.; TIKHONOV, O. V.; SELEZNEVA, N. K.; ABUTKOV, A. V.; FATYKHOV, A. A.; SPIRIKHIN, L. V.; MIFTAKHOV, M. S.; Russ.

New Synthetic Strategy of Taxol Preparation-[based on the 5-exo-trig cyclization of β-acetate (IV) and subsequent fragmentation to (VI)]. -(GAISINA, I. N.; TIKHONOV, O. V.; SPIRIKHIN, L. V.; MIFTAKHOV, M. S.; Russ.

One-Step Transformation of Sulfonyl Chlorides into β-SubstitutedAcroleins.-Reaction of the camphorsulfonyl chloride (I) with triethylamine and iodine gives the acrolein derivative (III) as the major product. -(GAISINA, I. N.; SELEZNEVA, N. K.; TIKHONOV, O. V.; SPIRIKHIN, L. V.; MIFTAKHOV, M. S.; Izv.