ed. Atta-ur-Rahman, A. I. Choudhary and K. M. Khan, privately
We close with another curious observation that ought to
herald more research. A byproduct in the Nozaki–Hiyama–
Kishi reaction between the vinyl iodide 152 and the aldehyde 72
was the tertiary alcohol 162. Nozaki–Hiyama–Kishi reactions
are rarely effective with ketones,77 and yet some nucleophilic
species present in the mixture must have sought out traces of
acetone inadvertently introduced when the reaction was
quenched. If only such species could be prepared specifically,
one of the serious limitations of the Nozaki–Hiyama–Kishi
reaction might be overcome.
published (ISBN 969.8113–06–1), Karachi, 2002, pp. 1–10.
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Acknowledgements
We thank: Dr. A. V. Ramarao for his hospitality in Pune where
this work was conceived; Matthias Jank for repeating the work
of Harada with the triol 63; Noelia Canal for helping to scale
up the synthesis of the aldehyde 72 using Route 4; Professor Ian
Paterson for an authentic sample of the lactone 94; Dr. Achin-
tya Sarkar for one of the steps in the synthesis of the lactone
( )-97; Dr. Philip Sanderson for carrying out one of the reac-
tions proving stereochemistry in Scheme 17; and Dr. Katalin
Miklo and Dr. Asun Barbero for exploratory work on the
problem of moving the double bond into the right place.
We thank the Trustees of the Ramsey Memorial Fellowship
for a fellowship (KT), the SERC (DCP, ACW, SCA and
ARBW) and the EPSRC (CFF and DJB) for maintenance
awards. We thank one or more of the Cambridge Nehru Trust,
the Cambridge Commonwealth Trust, the ORS Scheme, Trinity
College and Pembroke College, Cambridge (AKM, AKM and
ABZ) and Rhône-Poulenc (JFYB) for maintenance and fees.
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