Page 1284 - Advanced Organic Chemistry Part B - Reactions & Synthesis

1260 F. Serratosa and J. Xicart, Organic Chemistry in Action: The Design of Organic Synthesis, Elsevier, New
York, 1996.
CHAPTER 13 W. A. Smit, A. F. Bochkov, and R. Caple, Organic Synthesis: The Science Behind the Art, Royal Society
of Chemistry, Cambridge, 1998.
Multistep Syntheses
B. M. Trost, editor-in-chief, Comprehensive Organic Synthes: Selectivity, Strategy, and Efficiency in Modern
Organic Chemistry, Pergamon Press, New York, 1991.
S. Warren, Organic Synthesis: The Disconnection Approach, John Wiley & Sons, New York, 1982.

Stereoselective Synthesis
R. S. Atkinson, Stereoselective Synthesis, John Wiley & Sons, New York, 1995.
G. M. Coppola and H. F. Schuster, Asymmetric Synthesis, Wiley-Interscience, New York, 1987.
S. Hanessian, Total Synthesis of Natural Products: The Chiron Approach, Pergamon Press, New York, 1983.
S. Nogradi, Stereoselective Syntheses, Verlag Chemie, Weinheim, 1987.
G. Procter, Stereoselectivity in Organic Synthesis, Oxford University Press, Oxford, 1998.

Descriptions of Total Syntheses

N. Anand, J. S. Bindra, and S. Ranganathan, Art in Organic Synthesis, 2nd Edition, Wiley-Interscience,
New York, 1988.
J. ApSimon, ed., The Total Synthesis of Natural Products, Vols. 1–9, Wiley-Interscience, New York,
1973–1992.
S. Danishefsky and S. E. Danishefsky, Progress in Total Synthesis, Meredith, NY, 1971.
I. Fleming, Selected Organic Syntheses, Wiley-Interscience, New York, 1973.
K. C. Nicolaou and E. J. Sorensen, Classics in Total Synthesis: Targets, Strategies and Methods, VCH
Publishers, New York, 1996.

Solid Phase Synthesis

K. Burgess, Solid Phase Organic Synthesis, John Wiley & Sons, New York, 2000.

Problems

(References for these problems will be found on page 1292.)

13.1. Show how synthetic equivalent groups could be used to carry out each of the
following transformations:

(a)

BrCH 2 CH 2 Br O O

(b) OH
CH 3 CH 2 CH H
CH CH CH O
2
3
H CH O